HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68410552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Fluoro-2-nitrobenzotrifluoride | HCID 223094 | — |
| Reactant | (R)-3-METHYLPYRROLIDINE | HCID 11029760 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68410552 | HCID 68410552 | 87.3% |
Reaction Steps
A solution of (R)-3-methylpyrrolidine (1.000 g, 8.226 mmol), 4-fluoro-1-nitro-2-(trifluoromethyl)benzene (1.72 g, 8.226 mmol) and Et3N (2.080 g, 2.865 mL, 20.56 mmol) in ACN was heated at 80° C. for 5 hours. The reaction was cooled to RT, quenched with water, the layers separated and the aqueous layer was extracted with DCM. The combined organic layer was washed with 1M HCl to remove the unreacted amine. The organic layer was dried over Na2SO4, filtered and concentrated to give (S)-3-methyl-1-(4-nitro-3-(trifluoromethyl)phenyl)pyrrolidine (1.97 g, 7.184 mmol) MS 275.0 m/z (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748612B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-931096984a9d4650bc76dfbd27fd69d0 |
| Source note | uspto-grants-2014_06 |